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p-Toluenesulfonic acid

p-Toluenesulfonic acid Structure
p-Toluenesulfonic acid structure
CAS No.
104-15-4
Chemical Name:
p-Toluenesulfonic acid
Synonyms
TsOH;PTSA;4-METHYLBENZENESULFONIC ACID;P-TOLUENE SULPHONIC ACID;p-toluenesulfonic;p-Toluenesulfonate;TOLUENESULFONIC ACID;TOSIC ACID;Tosylic acid;4-TOLUENESULFONIC ACID
CBNumber:
CB1771154
Molecular Formula:
C7H8O3S
Molecular Weight:
172.2
MDL Number:
MFCD00064387
MOL File:
104-15-4.mol
Last updated:2024-04-24 17:21:45
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p-Toluenesulfonic acid Properties

Melting point 106~107℃
Boiling point 116 °C
Density 1.07
vapor pressure 69.8Pa at 20℃
refractive index 1.3825-1.3845
Flash point 41 °C
storage temp. Inert atmosphere,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
form Solution
pka -0.43±0.50(Predicted)
color Clear colorless to light yellow
Odor pungent odor
Viscosity 166.2mm2/s
Water Solubility soluble
LogP 0.41 at 25℃
CAS DataBase Reference 104-15-4(CAS DataBase Reference)
Indirect Additives used in Food Contact Substances 4-METHYLBENZENESULFONIC ACID
FDA 21 CFR 175.105
FDA UNII QGV5ZG5741
NIST Chemistry Reference P-toluene sulfonic acid(104-15-4)
EPA Substance Registry System 4-Methylbenzenesulfonic acid (104-15-4)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
Hazard Codes  C
Risk Statements  34-10
Safety Statements  45-26-23
RIDADR  2585
HazardClass  8
PackingGroup  III
HS Code  29163990
NFPA 704
1
3 2
W

p-Toluenesulfonic acid price More Price(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Frontier Specialty Chemicals JK562397 p-Toluenesulfonicacid,12wt.%solutioninaceticacid 104-15-4 250g $146 2021-12-16 Buy
Frontier Specialty Chemicals JK562397 p-Toluenesulfonicacid,12wt.%solutioninaceticacid 104-15-4 1000g $221 2021-12-16 Buy
Labseeker SC-16073 p-Toluenesulfonic acid monohydrate 98 104-15-4 500g $133 2021-12-16 Buy
Product number Packaging Price Buy
JK562397 250g $146 Buy
JK562397 1000g $221 Buy
SC-16073 500g $133 Buy

p-Toluenesulfonic acid Chemical Properties,Uses,Production

Overview

p-toluene sulfonic acid (Its molecular structural formula is p-CH3C6H4SO3H, also known as TsOH, English name is p-toluene sulfonic acid) referred to as PTS, is a non-oxidizing organic acid, white needle or powder crystals, soluble in water, alcohols, ethers and other polar solvents. Easy deliquescence, easy to make wood, cotton fabric dehydration and carbonization, insoluble in benzene and toluene. generating p-cresol when alkali fusion. Commonly, p-toluenesulfonic acid-monohydrate (TsOHH2O) or tetrahydrate (TsOH4H2O) is preferred.
Preparation of methyl p-cresol acid in industry is by using concentrated sulfuric acid on the toluene sulfonation of p-toluenesulfonic acid. The preparated p-toluenesulfonic acid often contains benzene sulfonic acid and sulfuric acid impurities, can be purified in recrystallization of concentrated hydrochloric acid, azeotropic drying.
p-toluene sulfonic acid is widely used as catalyst agent in the synthesis of pharmaceuticals, pesticides, polymerization stabilizer and organic synthesis (esters, etc.), paint intermediates and resin curing agent. And it is also the commonly used acid catalyst in organic synthesis. It is neutralized with sodium hydroxide and then obtains sodium p-toluene sulfonate, and react with phosphorus pentachloride, can obtains p-toluenesulfonyl chloride. The latter used in the nucleophilic substitution reaction, also used as alcohol hydroxyl protective group. p-CH3C6H4SO3Na + PCl5 →p-CH3C6H4SO2Cl.
The use of p-toluenesulfonic acid also catalyzes the protection of dihydrofuran on the alcohol, carboxylic acid esterification, transesterification reaction, making the aldehyde generate acetal.

Refer to quality standards

Item/Index Industrial Grade Pharmaceutical Grade Refined Grade Reagent Grade (Chemically Pure)
Content (as C7H8O3S • H2O)% ≥ 90-93.0 96.0 97.0 98.0
Free acid (H2SO4) ≤% 3.0 0.7 0.5 0.1
Moisture (excluding crystal water) ≤% 4.0 3.5 2.5 1.5
Iron (in Fe ++) ≤ ppm 50 30 30 10
Ignition residue ≤%/0.2 0.2 0.02
Melting point (°C)// 102-105
Ethanol dissolved test/qualified qualified qualified
Water dissolution test/qualified qualified qualified

Chemical properties

Colorless monoclinic sheet or columnar crystals. Soluble in ethanol and ether, slightly soluble in water and hot benzene.

Uses

(1) For chemical reagents, but also for dyes, organic synthesis.
(2) Used as the intermediates of medicine (such as doxycycline), pesticides (such as dicofol), dyes. Also used in detergents, plastics, coatings and so on.
(3) For medicine, pesticides, dyes and detergents, but also for plastics and printing coatings.
(4) Widely used in the catalyst synthetic medicine, pesticides, polymerization of the stabilizer and organic synthesis (esters, etc.). Also used as medicine, paint intermediates and resin curing agent.

Production method

By p-toluenesulfonyl chloride hydrolysis derived. Toluene can also be used as raw materials, sulfonated by sulfuric acid derived.

Hazards & Safety Information

Category:Corrosive articles
Toxicity classification:Low toxicity
Acute toxicity
Oral-rat LD50: 2480 mg/kg
Flammability hazard characteristics
Combustible; fire in the release of toxic sulfur dioxide gas
Storage and transportation characteristics
Storehouse is ventilates, low temperature and dry; Store with base separately
Extinguishing agent
Mist water, carbon dioxide, foam

Description

p-Toluene sulfonic acid (PTSA) or tosylic acid (TsOH) is an organic compound with the formula CH3C6H4SO3H. It is a white solid that is soluble in water, alcohols, and other polar organic solvents. The 4-CH3C6H4SO2- group is known as tosyl group and is often abbreviated as Ts or Tos. Most often, TsOH refers to the monohydrate, TsOH.H2O.
TsOH is a strong organic acid, about a million times stronger than benzoic acid. It is one of the few strong acids that is solid and, hence, conveniently weighed. Also, unlike some strong mineral acids (especially nitric acid, sulfuric acid, and per chloric acid), TsOH is non - oxidizing.

Chemical Properties

Clear colorless to light yellow solution

Uses

p-Toluenesulfonic Acid Hydrate (Lisinopril EP Impurity B) is used in the synthesis of resveratrol. Also used in the synthesis of oxane derivatives as antimalarial agents.

Definition

ChEBI: p-Toluenesulfonic acid is an arenesulfonic acid that is benzenesulfonic acid in which the hydrogen at position 4 is replaced by a methyl group. It is a member of toluenes and an arenesulfonic acid. It is a conjugate acid of a toluene-4-sulfonate.

Reactions

p-Toluene sulfonic acid may be converted to p-toluene sulfonic anhydride by heating with phosphorus pentoxide.
When TsOH is heated with acid and water, a hydrolysis reaction takes place and toluene is formed:
CH3C6H4SO3H + H2O → C6H5CH3 + H2SO4
This reaction is general for aryl sulfonic acids, but the rate at which it occurs depends upon the structure of the acid, the temperature and the nature of the catalyzing acid. For example p- TsOH is unaffected by cold concentrated hydrochloric acid, but hydrolyzes when heated to 186°C in concentrated phosphoric acid.

Flammability and Explosibility

Non flammable

Tosylate esters

Tosylate esters are used as alkylating agents because the tosyl group is electron-with drawing, which makes the tosylate anion a good leaving group. The tosyl group is also a protecting group for alcohols and amines, prepared by combining the alcohol with 4- toluenesulfonyl chloride, usually in an aprotic solvent, often pyridine, the basicity of which activates the reaction. Toluenesulfonate esters undergo nucleophilic attack or elimination. Reduction of tosylate esters gives the hydrocarbon. Thus, tosylation followed by reduction allows for the deoxygenation of alcohols.

Preparation and handling

TsOH is prepared on an industrial scale by the sulfonation of toluene. It hydrates readily. Common impurities include benzene sulfonic acid and sulfuric acid. Impurities can be removed by recrystallization from its concentrated aqueous solution followed by azeotropic drying with toluene.
Toluene sulfonic acid finds use in organic synthesis as an "organic - soluble" acid catalyst. Examples of uses :
Acetalization of an aldehyde.
Esterification of carboxylic acids.
Trans esterification of an ester.

p-Toluenesulfonic acid Preparation Products And Raw materials

Raw materials

Toluene Tosyl chloride Methanol Sulfuric acid

Preparation Products

ISOPROPYL PROPIONATE 5-TERT-BUTYL-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER Caproic acid propyl ester Levelling agent GS ISOPROPYL BUTYRATE
1-PHENYL-5-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID 5-HYDROXY-NICOTINIC ACID ETHYL ESTER Diallyl maleate 4-Hydroxybutyl acrylate 2-hydroxy-4-methylbenzenesulphonic acid
ETHYL 1-(TERT-BUTYL)-5-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXYLATE 5-METHYL-4-ISOXAZOLESULFONYL CHLORIDE 1,2,3,4-TETRAMETHYL-1,3-CYCLOPENTADIENE Cleaning agent for tableware ETHYL 2-PHENYL-3-(TRIFLUOROMETHYL)PYRAZOLE-4-CARBOXYLATE
alkyl polyglucoside Spirapril 3-NITROBENZO[B]FURAN-5-OL Ethyl 2-(2-aminothiazole-4-yl)-2-hydroxyiminoacetate 1,10-Decanediol
Anecortave Acetate Exemestane PENTYL HEXANOATE Butyl hexanoate ALLYL PROPIONATE
FEMA 2080 Flocoumafen Cation hydroxy silicone oil emulsion 1-(1-PIPERIDINO)CYCLOHEXENE finishing agent for wool baylan W-G3
FEMA 2079 (5-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOL-4-YL)METHANOL estra-1,3,5(10),16-tetraene-3,17-diol diacetate surfactant ASMS Methyl 5-hydroxynicotinate
Butyl propionate Doxofylline 4-(4-BROMOPHENYL)-1,2,3-THIADIAZOLE 2-Amino-5-chloro-4-methylbenzenesulfonic acid 2-(Dimethylamino)ethyl (4-chlorphenoxy)acetate

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p-Toluenesulfonic acid Suppliers

Global( 781)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Yanxi Chemical Co., Ltd. 		+8617531190177 peter@yan-xi.com China 5993 58
Henan Fengda Chemical Co., Ltd 		+86-371-86557731 +86-13613820652 info@fdachem.com China 7845 58
Shandong Juchuang Chemical Co., LTD 		+86-18885615001 +86-18885615001 admin@juchuangchem.com China 387 58
Hebei Saisier Technology Co., LTD 		+86-18400010335 +86-13102810335 admin@hbsaisier.cn China 747 58
Capot Chemical Co.,Ltd. 		571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Shanghai Daken Advanced Materials Co.,Ltd 		+86-371-66670886 info@dakenam.com China 15928 58
Shanghai Bojing Chemical Co.,Ltd. 		+86-86-02137122233 +8613795318958 bj1@bj-chem.com China 298 55
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795 ivan@atkchemical.com China 32480 60
Hefei TNJ Chemical Industry Co.,Ltd. 		+86-0551-65418679 +86-18949832763 info@tnjchem.com China 2989 55
Supplier Advantage
Hebei Yanxi Chemical Co., Ltd. 		58
Henan Fengda Chemical Co., Ltd 		58
Shandong Juchuang Chemical Co., LTD 		58
Hebei Saisier Technology Co., LTD 		58
Capot Chemical Co.,Ltd. 		60
Shanghai Daken Advanced Materials Co.,Ltd 		58
Shanghai Bojing Chemical Co.,Ltd. 		55
Henan Tianfu Chemical Co.,Ltd. 		55
ATK CHEMICAL COMPANY LIMITED 		60
Hefei TNJ Chemical Industry Co.,Ltd. 		55

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View Lastest Price from p-Toluenesulfonic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
p-Toluenesulfonic acid pictures 2024-04-25 p-Toluenesulfonic acid
104-15-4
 US $1.00 / KG 1KG ≥99% 1000mt/year Jinan Finer Chemical Co., Ltd
p-Toluenesulfonic acid pictures 2024-04-24 p-Toluenesulfonic acid
104-15-4
 US $10.00 / kg 1kg 99.8% 10000ton Ouhuang Engineering Materials (Hubei) Co., Ltd
p-Toluenesulfonic acid pictures 2024-04-12 p-Toluenesulfonic acid
104-15-4
 US $6.00 / KG 1KG More than 99% 2000KG/Month Hebei Saisier Technology Co., LTD

p-Toluenesulfonic acid Spectrum

p-Toluenesulfonic acid(104-15-4)1HNMRp-Toluenesulfonic acid(104-15-4)13CNMRp-Toluenesulfonic acid(104-15-4)IR1

104-15-4(p-Toluenesulfonic acid)Related Search:

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TL65LS toluenesulfonicacid,liquid,withmorethan5%freesulfuricacid toluenesulfonicacid,solid,withmorethan5%freesulfuricacid Tsa-hp Tsa-mh paraToluene Sulfonic Acid Monohydrate, C99 Grade p-Toluenesulfonic acid, 12% in acetic acid, pure PARA-TOLUENESULPHONATE TOLUENESULPHONICACID 4-Toluolsulfonsure Manro PTSA Crystals toluene sulfonic acid, solid, <= 5% free H2-SO4 acidep-toluenesulfonique Ar-Toluenesulfonic acid Benzenesulfonic acid, 4-methyl- Benzenesulfonic acid, methyl- Benzenesulfonicacid,4-methyl- Cyclophil P T S A cyzac4040 Eltesol TSX Kyselina p-toluenesulfonova Kyselina p-toluensulfonova kyselinap-toluenesulfonova(czech) kyselinap-toluensulfonova Manro PTSA Manro ptsa 65 E Manro ptsa 65 H Manro ptsa 65 ls manroptsa65e manroptsa65h manroptsa65ls p-Methylbenzenesulfonicacid p-Methylphenylsulfonic acid p-methylphenylsulfonicacid p-Toluene sulfonic acid monohydrate BP p-Toluolenesulfonic acid p-Tolylsulfonic acid Nacure 1040 p-Toluenesulfonic acid (anhydrous) p-Toluenesulfonic acid,pure,12% in acetic acid p-toluenesulphonic acid (containing a maximum of 5 % H2SO4) p-Toluenesulfonic acidPTSA 4-methyl-benzenesulfonicaci p-Toluene sulponic acid p-Toluenesulfonic ac P-TOLUENESULFONIC ACID TSA-65IP TSA-65M TSA-65W TSA-95 p-Toluenesulfonic acid, 12% in acetic acid, pure 250GR p-Toluenesulfonic Acid TS, (U.S.P. Test Solution) 4-Methylbenzenesulphonic acid p-Toluenesulfonic acid, 12 wt.% solution in acetic acid PTS、PTSA p-Toluenesulfonic acid, 12% in Acetic Acid para-Toluene sulfonic Tizanidine Impurity 9(Tizanidine EP Impurity I)